
BDP 558/568 tetrazine
| Catalog Number | F01-0248 |
| Category | BODIPY |
| Molecular Formula | C26H22N7BF2OS |
| Molecular Weight | 529.37 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BDP 558/568 has a high molar extinction coefficient and high quantum yield; this is a bright fluorophore and an alternative to BODIPY™ 558/568 and Cy3™ because of similar spectral properties. BDP 558/568 can be used in two-photon microscopy; it has a long excited-state lifetime, so it can be used in fluorescence polarization assay.,BDP 558/568 tetrazine is a convenient reagent for producing fluorescent conjugates of proteins, nucleic acids, and other biomolecules by tetrazine-trans-cyclooctene (TCO) ligation. This cycloaddition reaction runs relatively rapidly without metal catalysts.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 3-(2,2-difluoro-12-thiophen-2-yl-1-aza-3-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-3,5,7,9,11-pentaen-4-yl)-N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]propanamide |
| SMILES | [B-]1(N2C(=CC=C2C3=CC=CS3)C=C4[N+]1=C(C=C4)CCC(=O)NCC5=CC=C(C=C5)C6=NN=C(N=N6)C)(F)F |
| InChI | InChI=1S/C26H22BF2N7OS/c1-17-31-33-26(34-32-17)19-6-4-18(5-7-19)16-30-25(37)13-11-20-8-9-21-15-22-10-12-23(24-3-2-14-38-24)36(22)27(28,29)35(20)21/h2-10,12,14-15H,11,13,16H2,1H3,(H,30,37) |
| InChIKey | DJVAIJMMOAKFAL-UHFFFAOYSA-N |
| Solubility | Very soluble in DMSO and DMF |
| Appearance | Brown powder |
Product Specification
| CF260 | 0.00 |
| CF280 | 0.07 |
| Excitation | 561 |
| Emission | 569 |
| Storage | Storage: 24 months after receival at -20 °C in the Dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. |
Application
BDP 558/568 tetrazine is a strained trans-cyclooctene-reactive tetrazine fluorophore designed for fast, bioorthogonal click labeling in fluorescence microscopy and molecular imaging workflows. Its BDP-based emission in the 558-568 nm range supports bright visualization of labeled biomolecules, while the tetrazine handle enables convenient incorporation into probes, conjugates, and surfaces for TCO-mediated conjugation. Researchers use BDP 558/568 tetrazine to generate fluorescent targets with minimal perturbation, leveraging the kinetics and selectivity of tetrazine-TCO click chemistry for time-resolved staining and probe construction.
1. Fluorescent Bioconjugation Labeling
BDP 558/568 tetrazine is used as a fluorescent labeling component in bioconjugation workflows where a tetrazine-functional reagent is coupled to TCO-bearing biomolecules, peptides, antibodies, or affinity ligands. In chemical biology and imaging reagent development, teams commonly prepare TCO-tagged targeting constructs first, then introduce BDP 558/568 tetrazine to produce fluorescent conjugates with controlled dye loading and straightforward workflow integration. The 558-568 nm emission band makes it practical for standard green-to-orange fluorescence channels on common widefield and confocal microscopes, supporting downstream localization studies of labeled proteins and binding partners.
2. Live-Cell Imaging Probe Construction
BDP 558/568 tetrazine is frequently incorporated into fluorescence probe construction strategies that rely on rapid tetrazine-TCO click labeling to visualize biomolecular interactions in cellular imaging experiments. In microscopy-driven studies, investigators use tetrazine dye reagents to label cells or cell-associated targets after introducing a TCO-functional precursor, enabling efficient fluorescent turn-on at the desired time point while reducing background from unreacted dye. This approach is particularly useful when researchers want to separate probe delivery from fluorescent labeling, such as in multi-step staining workflows, time-course imaging, and experimental designs requiring temporal control of fluorescence appearance.
3. Biomaterial And Surface Functionalization
BDP 558/568 tetrazine supports fluorescent surface engineering for biomaterials and materials science applications where TCO-functional coatings, hydrogels, or nanoparticles are available. Researchers use the tetrazine dye to decorate engineered surfaces with a stable fluorescent tag for tracking, imaging, and quality control of functionalized materials. In workflows such as scaffold labeling for microscopy readouts or fluorescent mapping of conjugated regions on engineered substrates, the BDP emission in the 558-568 nm range provides compatibility with common fluorescence imaging setups and enables visualization of surface-associated constructs without requiring complex dye exchange steps.
4. Multiplexed Fluorescent Click Assays
BDP 558/568 tetrazine is used in multiplexed fluorescence assay development where tetrazine-TCO click chemistry enables modular assembly of fluorescent components. In assay workflows that combine multiple labeled biomolecular reporters, researchers can pair BDP 558/568 tetrazine with other spectrally distinct click-reactive dyes to generate multi-channel readouts from a shared TCO-bearing platform. The tetrazine click handle supports flexible probe design, allowing teams to build fluorescent conjugates on demand for imaging-based bioassays, binding studies, and fluorescence-based characterization of labeled constructs.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 7 |
| Exact Mass | 529.1667660 g/mol |
| Monoisotopic Mass | 529.1667660 g/mol |
| Topological Polar Surface Area | 117Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 994 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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